Methanesulfonato 1,1'-Bis(di-tert-butylphosphino) ferrocene (2'-amino-1,1'-biphenyl-2-yl) palladium(II)
[CAS# 2408294-08-4]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic palladium
• Name: Methanesulfonato 1,1'-Bis(di-tert-butylphosphino) ferrocene (2'-amino-1,1'-biphenyl-2-yl) palladium(II)
• Molecular Formula: C₃₉H₄₉FeNO₃P₂PdS
• Molecular Weight: 836.09
• CAS Registry Number: 2408294-08-4
• SMILES: CS(=O)(=O)[O-].P(C(C)(C)C)(C(C)(C)C)C1=CC=C(C=C1)C2=C(C=C(C=C2)N)C3=CC=CC=C3.P(C(C)(C)C)(C(C)(C)C)C4=CC5=C(C=C4)C=CC=C5[Fe]C6=CC7=C(C=C6)C=CC=C7[Pd+]

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H332
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Discovery and Applications

Methanesulfonato 1,1'-Bis(di-tert-butylphosphino)ferrocene (2'-amino-1,1'-biphenyl-2-yl)palladium(II) is a notable compound in the field of organometallic chemistry, recognized for its utility as a catalyst in various chemical reactions. This substance combines a ferrocene-based ligand with a palladium center, and features methanesulfonate as a counterion, contributing to its unique catalytic properties.

The compound’s development was driven by the need for highly effective and stable catalysts in organic synthesis. The core ligand, 1,1'-Bis(di-tert-butylphosphino)ferrocene, provides a robust framework that stabilizes the palladium center. The methanesulfonate group enhances the solubility of the palladium complex, making it more versatile in different reaction conditions.

Methanesulfonato 1,1'-Bis(di-tert-butylphosphino)ferrocene (2'-amino-1,1'-biphenyl-2-yl)palladium(II) finds extensive use in cross-coupling reactions, such as the Suzuki-Miyaura coupling. These reactions are crucial for forming carbon-carbon bonds, which are essential in the synthesis of complex organic compounds. The palladium center, supported by the bisphosphine ligand, exhibits high activity and selectivity, making this catalyst highly effective in producing desired products.

In addition to cross-coupling reactions, this compound is employed in other catalytic processes, including various carbon-carbon and carbon-heteroatom bond formations. Its ability to maintain stability and reactivity under diverse conditions makes it valuable in synthetic chemistry, where precision and efficiency are critical.

Overall, Methanesulfonato 1,1'-Bis(di-tert-butylphosphino)ferrocene (2'-amino-1,1'-biphenyl-2-yl)palladium(II) represents a significant advancement in catalytic technology. Its development has expanded the possibilities for organic synthesis, enabling the efficient creation of complex molecules with high precision.

References

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